data_WCR # _chem_comp.id WCR _chem_comp.name "[(2R,4Z)-2-(aminomethyl)-2-hydroxy-4-(4-hydroxybenzylidene)-5-oxoimidazolidin-1-yl]acetic acid" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C13 H15 N3 O5" _chem_comp.mon_nstd_parent_comp_id "GLY, TYR, GLY" _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-18 _chem_comp.pdbx_modified_date 2023-11-03 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 293.275 _chem_comp.one_letter_code GYG _chem_comp.three_letter_code WCR _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3ST3 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal WCR C1 C1 C 0 1 N N R Y N N 13.274 -0.042 36.145 -1.374 1.037 0.257 C1 WCR 1 WCR N1 N1 N 0 1 N N N Y Y N 13.836 -2.628 35.959 -0.827 3.270 1.098 N1 WCR 2 WCR O1 O1 O 0 1 N N N N N N 12.886 0.890 35.192 -1.743 1.593 -1.007 O1 WCR 3 WCR C2 C2 C 0 1 N N N Y N N 14.726 0.599 37.890 -1.304 -1.213 0.641 C2 WCR 4 WCR N2 N2 N 0 1 N N N Y N N 12.503 -0.005 37.474 0.039 0.640 0.236 N2 WCR 5 WCR O2 O2 O 0 1 N N N Y N N 15.644 1.273 38.329 -1.629 -2.364 0.862 O2 WCR 6 WCR C3 C3 C 0 1 N N N Y N Y 16.494 1.058 35.065 -4.202 -0.517 -0.740 C3 WCR 7 WCR N3 N3 N 0 1 N N N Y N N 14.707 0.136 36.547 -2.154 -0.177 0.516 N3 WCR 8 WCR O3 O3 O 0 1 N N N Y N Y 17.672 1.181 34.979 -3.477 -0.635 -1.700 O3 WCR 9 WCR OH OH O 0 1 N N N N N N 8.290 1.325 42.764 6.163 0.673 -0.832 OH WCR 10 WCR CZ CZ C 0 1 Y N N N N N 9.436 1.339 41.964 4.956 0.145 -0.501 CZ WCR 11 WCR CA1 CA1 C 0 1 N N N Y N N 13.114 -1.440 35.467 -1.613 2.059 1.369 CA1 WCR 12 WCR CA2 CA2 C 0 1 N N N Y N N 13.346 0.704 38.319 0.074 -0.739 0.472 CA2 WCR 13 WCR CA3 CA3 C 0 1 N N N Y N N 16.004 -0.095 35.875 -3.613 -0.250 0.621 CA3 WCR 14 WCR CB2 CB2 C 0 1 N N N N N N 13.067 1.285 39.565 1.188 -1.505 0.534 CB2 WCR 15 WCR CD1 CD1 C 0 1 Y N N N N N 11.786 1.958 41.607 2.568 0.147 -0.711 CD1 WCR 16 WCR CD2 CD2 C 0 1 Y N N N N N 10.583 0.639 39.886 3.668 -1.471 0.715 CD2 WCR 17 WCR CE1 CE1 C 0 1 Y N N N N N 10.602 1.968 42.425 3.794 0.679 -1.044 CE1 WCR 18 WCR CE2 CE2 C 0 1 Y N N N N N 9.421 0.653 40.697 4.889 -0.932 0.375 CE2 WCR 19 WCR CG2 CG2 C 0 1 Y N N N N N 11.773 1.292 40.349 2.494 -0.933 0.176 CG2 WCR 20 WCR OXT OXT O 0 1 N Y N Y N Y 15.518 1.830 34.590 -5.532 -0.625 -0.887 OXT WCR 21 WCR H HN1 H 0 1 N N N Y Y N 13.600 -3.419 35.395 -1.046 3.647 0.188 HN1 WCR 22 WCR HO1 HO1 H 0 1 N N N N N N 12.964 1.765 35.554 -1.262 2.400 -1.237 HO1 WCR 23 WCR HN2 HN2 H 0 1 N N N Y N N 11.619 0.450 37.372 0.802 1.221 0.087 HN2 WCR 24 WCR HXT HXT H 0 1 N Y N Y N Y 15.895 2.568 34.126 -5.863 -0.797 -1.779 HXT WCR 25 WCR HOH HOH H 0 1 N N N N N N 8.453 1.816 43.561 6.453 1.388 -0.249 HOH WCR 26 WCR HA1 HA1 H 0 1 N N N Y N N 12.046 -1.688 35.551 -2.672 2.314 1.406 HA1 WCR 27 WCR HA31 HA3 H 0 1 N N N Y N N 15.885 -0.955 35.200 -3.997 0.695 1.004 HA3 WCR 28 WCR HA32 HA3A H 0 0 N N N Y N N 16.754 -0.304 36.652 -3.888 -1.057 1.301 HA3A WCR 29 WCR HB2 HB2 H 0 1 N N N N N N 13.894 1.801 40.031 1.118 -2.536 0.847 HB2 WCR 30 WCR HD1 HD1 H 0 1 N N N N N N 12.683 2.455 41.947 1.665 0.563 -1.133 HD1 WCR 31 WCR HD2 HD2 H 0 1 N N N N N N 10.573 0.141 38.928 3.617 -2.305 1.399 HD2 WCR 32 WCR HE1 HE1 H 0 1 N N N N N N 10.611 2.457 43.388 3.852 1.513 -1.727 HE1 WCR 33 WCR HE2 HE2 H 0 1 N N N N N N 8.525 0.150 40.366 5.796 -1.346 0.791 HE2 WCR 34 WCR H2 HN H 0 1 N Y N Y Y N 14.821 -2.464 35.908 -0.969 3.962 1.819 HN WCR 35 WCR HA1A HA1A H 0 0 N N N Y N N 13.445 -1.303 34.427 -1.308 1.634 2.325 HA1A WCR 36 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal WCR O1 C1 SING N N 1 WCR CA1 C1 SING N N 2 WCR C1 N3 SING N N 3 WCR C1 N2 SING N N 4 WCR CA1 N1 SING N N 5 WCR N1 H SING N N 6 WCR O1 HO1 SING N N 7 WCR N3 C2 SING N N 8 WCR C2 CA2 SING N N 9 WCR C2 O2 DOUB N N 10 WCR N2 CA2 SING N N 11 WCR N2 HN2 SING N N 12 WCR OXT C3 SING N N 13 WCR O3 C3 DOUB N N 14 WCR C3 CA3 SING N N 15 WCR CA3 N3 SING N N 16 WCR OXT HXT SING N N 17 WCR CZ OH SING N N 18 WCR OH HOH SING N N 19 WCR CE2 CZ DOUB Y N 20 WCR CZ CE1 SING Y N 21 WCR CA1 HA1 SING N N 22 WCR CA2 CB2 DOUB N Z 23 WCR CA3 HA31 SING N N 24 WCR CA3 HA32 SING N N 25 WCR CB2 CG2 SING N N 26 WCR CB2 HB2 SING N N 27 WCR CG2 CD1 SING Y N 28 WCR CD1 CE1 DOUB Y N 29 WCR CD1 HD1 SING N N 30 WCR CD2 CG2 DOUB Y N 31 WCR CD2 CE2 SING Y N 32 WCR CD2 HD2 SING N N 33 WCR CE1 HE1 SING N N 34 WCR CE2 HE2 SING N N 35 WCR N1 H2 SING N N 36 WCR CA1 HA1A SING N N 37 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor WCR SMILES ACDLabs 12.01 "O=C(O)CN1C(=O)/C(NC1(O)CN)=C/c2ccc(O)cc2" WCR InChI InChI 1.03 "InChI=1S/C13H15N3O5/c14-7-13(21)15-10(12(20)16(13)6-11(18)19)5-8-1-3-9(17)4-2-8/h1-5,15,17,21H,6-7,14H2,(H,18,19)/b10-5-/t13-/m1/s1" WCR InChIKey InChI 1.03 UQGMLEZTYYSNFC-OMPYUXFZSA-N WCR SMILES_CANONICAL CACTVS 3.370 "NC[C@@]1(O)NC(=C\c2ccc(O)cc2)/C(=O)N1CC(O)=O" WCR SMILES CACTVS 3.370 "NC[C]1(O)NC(=Cc2ccc(O)cc2)C(=O)N1CC(O)=O" WCR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1cc(ccc1/C=C\2/C(=O)N([C@](N2)(CN)O)CC(=O)O)O" WCR SMILES "OpenEye OEToolkits" 1.7.2 "c1cc(ccc1C=C2C(=O)N(C(N2)(CN)O)CC(=O)O)O" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier WCR "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,4Z)-2-(aminomethyl)-2-hydroxy-4-(4-hydroxybenzylidene)-5-oxoimidazolidin-1-yl]acetic acid" WCR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-[(2R,4Z)-2-(aminomethyl)-4-[(4-hydroxyphenyl)methylidene]-2-oxidanyl-5-oxidanylidene-imidazolidin-1-yl]ethanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site WCR "Create component" 2011-07-18 RCSB WCR "Modify backbone" 2023-11-03 PDBE #